New synthesis of the 1, 3-thiazine ring system

H Alper, ECH Keung

Index: Alper,H.; Keung,E.C.H. Journal of Organic Chemistry, 1972 , vol. 37, p. 1464 - 1466

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Citation Number: 5

Abstract

epoxy halide gave 6 (31%) rather than the anticipated product, 7. The nmr spectrum of the product showed a doublet at 5.75 ppm (-OH), which disappeared upon addition of trifluoroacetic acid. Oxidation of 6 with chromium trioxide in pyridine gave the corresponding ketone (VC= O at 1718 cm-l). A sixmembered rather than a five-membered ring intermediate has been invoked to explain the position of nucleophilic attack (at the least substituted ...